期刊
ACS CATALYSIS
卷 10, 期 20, 页码 12052-12057出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.0c03278
关键词
hydrogenation; nitrogen heterocycles; fluorine; heterogeneous catalysis; palladium
资金
- European Research Council (ERC) [788558]
- Deutsche Forschungsgemeinschaft (Leibniz Award)
- Alfred Krupp von Bohlen und Halbach Foundation
- European Research Council (ERC) [788558] Funding Source: European Research Council (ERC)
Fluorinated piperidines are desirable motifs for pharmaceutical and agrochemical research. Nevertheless, general synthetic access remains out of reach. Herein, we describe a simple and robust cis-selective hydrogenation of abundant and cheap fluoropyridines to yield a broad scope of (multi)fluorinated piperidines. This protocol enables the chemoselective reduction of fluoropyridines while tolerating other (hetero)-aromatic systems using a commercially available heterogenous catalyst. Fluorinated derivatives of important drug compounds are prepared, and a straightforward strategy for the synthesis of enantioenriched fluorinated piperidines is disclosed.
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